Molecules 2011, 16(11), 9755-9763; doi:10.3390/molecules16119755
Article

Synthesis of Methacrylate Monomers with Antibacterial Effects Against S. Mutans

Jingwei He 1,2,3,* email, Eva Söderling 4 , Monica Österblad 5 , Pekka K. Vallittu 1,2  and Lippo V. J. Lassila 1,2
1 Department of Biomaterials Science, Institute of Dentistry and Biocity Turku Biomaterial Research Program, University of Turku, Turku 20520, Finland 2 Turku Clinical Biomaterials Centre-TCBC, University of Turku, Turku 20520, Finland 3 College of Materials Science and Engineering, South China University of Technology, Guangzhou 510641, China 4 Institute of Dentistry, University of Turku, Turku 20520, Finland 5 Antimicrobial Resistance Unit, National Institute for Health and Welfare, Turku 20520, Finland
* Author to whom correspondence should be addressed.
Received: 18 October 2011; in revised form: 21 November 2011 / Accepted: 22 November 2011 / Published: 23 November 2011
(This article belongs to the Section Medicinal Chemistry)
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Abstract: A series of polymerizable quaternary ammonium compounds were synthesized with the aim of using them as immobilized antibacterial agents in methacrylate dental composites, and their structures were characterized by FT-IR, 1H-NMR, and 13C-NMR analysis. Their antibacterial activities against the oral bacterium Streptococcus mutans were evaluated in vitro by a Minimum Inhibitory Concentration test, and the results showed that 2-dimethyl-2-hexadecyl-1-methacryloxyethyl ammonium iodide (C16) had the highest antibacterial activity against S. mutans, and 2-dimethyl-2-pentyl-1-methacryloxyethyl ammonium iodide (C5) and 2-dimethyl-2-octyl-1-methacryloxyethyl ammonium iodide (C8) did not show any inhibition.
Keywords: dental materials; methacrylate; quaternary ammonium compounds; antibacterial

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MDPI and ACS Style

He, J.; Söderling, E.; Österblad, M.; Vallittu, P.K.; Lassila, L.V.J. Synthesis of Methacrylate Monomers with Antibacterial Effects Against S. Mutans. Molecules 2011, 16, 9755-9763.

AMA Style

He J, Söderling E, Österblad M, Vallittu PK, Lassila LVJ. Synthesis of Methacrylate Monomers with Antibacterial Effects Against S. Mutans. Molecules. 2011; 16(11):9755-9763.

Chicago/Turabian Style

He, Jingwei; Söderling, Eva; Österblad, Monica; Vallittu, Pekka K.; Lassila, Lippo V. J. 2011. "Synthesis of Methacrylate Monomers with Antibacterial Effects Against S. Mutans." Molecules 16, no. 11: 9755-9763.

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